Fun Things To Do In Chester County This Weekend For Families And Kids September 27th, 28th, & 29th

A list of the best things to do in Chester County 

this  weekend

September 27th, 28th, & 29th




What to do this weekend with your family? There is so much to do for families and kids. We invite you to check out our events calendar, with many family-friendly events and things to do on the weekends and every day of the week. We constantly update our events calendar, so there is always something new and exciting to do! 



Matlack Florist's fourth annual Fall Fest!
Live music, giveaways, free cider and doughnuts, face painting, food truck, visiting goats, kid-friendly fun, fall plants and pumpkins for sale, and much more.




Apple lovers all know that Fall is the best time to celebrate this delicious and versatile fruit. On September 28th from 10 AM to 4 PM, everyone is welcome to the Cider Fest at the Mill at Anselma in Chester Springs.

Autumn Bounty Festival at Terrian Glen Mills


Join us to usher in harvest season at our annual Autumn Bounty Festival!
We'll fall into the new season with live demos, live music, local artisan makers, and more.
This event is free and open to the public.



Join us on Saturday, September 28th, for some fall family fun. We will have pony rides & animals, a rock wall, wagon rides, a pumpkin patch, apple slingshots, face painting, food, live music, and much more.



Since 1989, the OPC Apple Festival has been a highlight of the fall, and we are thrilled to be returning again this year! This free event for all ages will feature live entertainment, crafters, artisans, and vendors, demonstrations, delicious food (including food trucks and dozens of homemade apple pies!), kettle-cooked apple butter made on premises, barrel train rides and lots of other fun activities for kids! Be sure to join this event by setting your status to "interested" or "going" so that you don't miss out on any updates!




This Halloween display of colorful cartoon characters, scarecrows, a hay hutch, and over ten tons of pumpkins is always a hit! Take a daytime hayride or walk through the maze.



Corn Maze, Pumpkin Patch, and more.



Arasapha Farm is open this year with many new additions and family fun. The corn maze has been planted and new games make it more fun than ever. Other activities include pumpkin picking. This includes a Hayride to the Corn Maze and back to the courtyard. Our picnic areas, along with other activities are available for Birthday parties, family reunions and other gatherings. Parties include a jump on the pillow bounce, pallet maze, tractor and truck playground and corn cannons.


Our fall harvest celebration weekends kick off on September 14, weather permitting. 
 Activities include Apple and Pumpkin picking, Corn maze, Apple cannons, Face Painting, Axe Throwing, Trackless Train Rides, and Hayrides.
The farm market will be well stocked with mums, pumpkins of all sizes and colors, and oodles of fall and Halloween decorating items.




Enjoy a brisk fall train ride along the picturesque Chester Creek Valley from our heated train as we take you on a journey back in time to the village of Glen Mills and return. You'll see Chester and Deleware County in full fall splendor!



Food Trucks, BeerWine, Hard Cider, Hard Seltzer, Live Music, Family Friend




Celebrate summer—the season of vibrant hues, sunny days, and starlit evenings—here at Longwood. Realize spectacular beauty with horticultural splendor at every turn. Revel in brilliant blooms to stunning vistas from our all-new Conservatory Overlook. Refresh your senses with the thrill of dancing fountains. Recharge with quality time spent with friends and family. Revisit nature. Remember the wow.



Imagination Street a new play space that kids and parents can enjoy together. For kids (ages 0–9), it is a meaningful, hands-on play experience in nine, interactive, themed playhouses that form a “city” to explore. For parents, there’s a cafe-style lounge to gather, drink coffee, or get some work done. Because the space is an open concept, parents are in close proximity of their children the entire time. They offer open play sessions, private parties, events, and more.




Burn off some energy while having some fun while skating with the family.




Guests to the Philadelphia Museum of Art can pay what they wish for admission every Friday evening and the first Sunday of the month. Reservations are required.




Urban Air Trampoline and Adventure Park have adventures behind every corner. They are the ultimate indoor playground for your entire family. Take your kids’ birthday party to the next level or spend a day of fun with the family, and you’ll see why we’re more than just a trampoline park.

DescriptionWassailing Caroling HayridesDescription: Wassailing Caroling Hayride


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Fun Things to Do With Kids In Chester County is not responsible for and can not be held liable for any of the events or activities posted on this blog. Events and activities are posted for informational purposes only. We do not guarantee the accuracy of the times, dates, or locations of activities and events. We also do not guarantee that you and your kids will have fun, but we hope you will.